Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromide ion | HCID 259 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexane | HCID 8078 | — |
| Reactant | 2,4-Dimethyl-3-pentanone | HCID 11271 | — |
| Reactant | Lithium diisopropylamide mono(tetrahydrofuran) | HCID 10997623 | — |
| Reactant | 1-Bromo-2,3-dimethylbut-2-ene | HCID 11147895 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86081866 | HCID 86081866 | — |
Reaction Steps
On a three neck flask containing 50 ml of dry THF, at −70° C., were added 65 ml of a 1.5 M solution of LDA THF in cyclohexane (96 mmoles). To said solution were added, dropwise, 10 g of 2,4-dimethyl-3-pentanone (87.5 mmoles). After one hour stirring, the medium temperature was left to warm up to 0° C., and then 14.3 g of 2,3-dimethyl-1-bromo-2-butene (87 mmoles) were added dropwise so as to maintain the reaction temperature between 0° and 10° C. At the end of the addition of the bromide, the temperature was risen to room temperature. After one hour stirring the reaction medium was poured into an excess of a 2 M aqueous HCl solution. The mixture thus obtained was extracted with 100 ml of cyclohexane and the organic layer washed with water until neutrality.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07494968B2 |
|---|
| Source dataset | uspto-grants-2009_02 |
|---|
| ORD ID | ord-4ea0e331acb44c75923746849ecd5e6c |
|---|
| Source note | uspto-grants-2009_02 |
|---|